Title: 4 Stars Hotels in Woolford, Maryland from CA $280 - Find Cheap Woolford Hotels With 4 Stars | Expedia.ca [Woolford Travel Guide](https://expedia.ca/Woolford.dx553248635975865928)[Hotels in Woolford](https://expedia.ca/Woolford-Hotels.d553248635975865928.Travel-Guide-Hotels)[Vacation Rentals in Woolford](https://expedia.ca/Woolford-Vacation-Rentals.d553248635975865928.Travel-Guide-VacationRentals)[Flights to Woolford](https://expedia.ca/Cheap-Flights-To-Woolford.d553248635975865928.Travel-Guide-Flights)[Woolford Car Rentals](https://expedia.ca/Car-Rentals-In-Woolford.d553248635975865928.Car-Rental-Guide)[Woolford Vacation Packages](https://expedia.ca/Woolford.d553248635975865928.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 4 Stars Hotels in Woolford, Maryland from CA $280 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Woolford 4 Star Hotels Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=553248635975865928&startDate=2025-10-12&endDate=2025-10-13&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975865928&startDate=2025-10-13&endDate=2025-10-14&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975865928&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975865928&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Woolford 4 Star Hotels ![Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/7c147ef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/585cd9b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/af06ef71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Chesapeake Bay Cambridge 8.8/10 Excellent (1005) "Beautiful place" CA $268 CA $371 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1730000/1721600/1721586/d0af41e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen](https://images.trvl-media.com/lodging/2000000/1730000/1721600/1721586/18678d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/2000000/1730000/1721600/1721586/3e21912d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1730000/1721600/1721586/518088b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Oaks Waterfront Easton 10/10 Exceptional (38) "Loved the Oaks! Fabulous accommodations and excellent staff" CA $579 CA $636 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Easton-Hotels-The-Oaks-Waterfront-Inn.h1721586.Hotel-Information) ![Dock](https://images.trvl-media.com/lodging/30000000/29320000/29313500/29313486/6c5e583a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/30000000/29320000/29313500/29313486/e6e9277d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/30000000/29320000/29313500/29313486/ec46dfb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/30000000/29320000/29313500/29313486/d550b003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marvel's on the Creek East New Market 10/10 Exceptional (159) "Bonnie is a gracious host and makes a great breakfast!" CA $252 CA $280 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Secretary-Hotels-Marvels-On-The-Creek.h29313486.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Woolford-Hotels.s40-0-d553248635975865928.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Woolford-Hotels.s40-0-d553248635975865928.Travel-Guide-Filter-Hotels) ## Explore similar 5-star hotels Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Woolford. ![Inn at Perry Cabin](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Inn at Perry Cabin 308 Watkins Ln, St. Michaels, MD CA $566 CA $685 total Nov 12 - Nov 13 includes taxes & fees 9.4/10 Exceptional! (364 reviews) [](https://expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) ![Inn at 202 Dover](https://images.trvl-media.com/lodging/6000000/5310000/5308800/5308723/be8a1621_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Inn at 202 Dover 202 East Dover Street, Easton, MD [Get rates](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=5308723&PinnedHotelID=5308723&HadPinnedHotel=true®ionId=553248635975865928) [](https://expedia.ca/Easton-Hotels-Inn-At-202-Dover.h5308723.Hotel-Information) Still don't see what you're looking for? [See all properties in Woolford.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=553248635975865928&star=40) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=553248635975865928&star=40&star=40&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=553248635975865928&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=553248635975865928&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=553248635975865928&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=553248635975865928&star=40&star=40&amenities=WATER_PARK) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ## Top Woolford Hotel Reviews ![Hyatt Regency Chesapeake Bay](//images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg) ### Hyatt Regency Chesapeake Bay 10/10 Excellent "Hyatt regency is more like a Hyatt place … fewer people working , in room dining is in paper boxes with plastic cutlery , but still regency pricing . But excellent pet policy and everyone so kind to pets " [](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ## Find out more about Woolford If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Woolford are calling your name. Known for providing first-rate service in amazing locations, each of the Woolford 4 Stars hotels lets discerning travelers bask in an unforgettable experience. Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day. It’s all waiting for you at the top four star hotels in Woolford. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Woolford, Maryland, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Woolford hotels with 4 Stars provide everything you need to unwind in style. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [2 Star Hotels in Berlin](https://www.expedia.ca/2Star-Berlin-Hotels.s20-0-d79155.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Cheltenham](https://www.expedia.ca/2Star-Cheltenham-Hotels.s20-0-d553248635975874284.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Washington](https://www.expedia.ca/3Star-Washington-Hotels.s30-0-d178318.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Algonquin](https://www.expedia.ca/4Star-Algonquin-Hotels.s40-0-d553248635975860123.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Anchorage](https://www.expedia.ca/4Star-Anchorage-Annapolis-Hotels.s40-n553248635976473602-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Annapolis](https://www.expedia.ca/4Star-Annapolis-Hotels.s40-0-d6034082.Travel-Guide-Filter-Hotels) - 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